John Oliver Dives Deep into the Bizarre Life of Rudy Giuliani

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Rudy Giuliani might be the newest member of Donald Trumps legal team, but it seems more like the former New York mayor has actually been working overtime for Robert Mueller. In several bizarre interviews, Giuliani has directly contradicted the White Houses official narrative—revealing, most notably, that Trump not only knew about the payment Michael Cohen made to Stormy Daniels during the campaign, but that he also reimbursed it.

But John Oliver, for one, doesnt understand why anyone would be surprised by Giulianis behavior. He dedicated a long segment of Sundays Last Week Tonight to reminding us about the ex-mayors odd history—and, true to form, bought up a few key URLs to help in that effort, including “giuliani2024.com.” Better safe than sorry, right?

“To truly understand Giuliani, you have to go back before 9/11,” Oliver began. “He first made a name for himself as a federal prosecutor, where he acquired a deep and lasting taste for the limelight—performing stunts like going undercover to buy crack while dressed in a Hells Angels vest and a white dress shirt. Which made him look less like a street junkie and more like the third-best member of an all-dad blues band called Dad to the Bone.”

On a slightly more relevant note, Oliver reminded viewers that during Giulianis own campaign for mayor, his team flagged what they called in their own memo a “weirdness factor” surrounding Giuliani. Why? Well, for starters, his first marriage was to his second cousin; the couple claimed they were unaware of their familial relation until after theyd been married for years. Oliver, however, was unconvinced by that argument: “Oh, bullshit. He didnt think it was just a little bit weird at the wedding ceremony when one side of the church was both families, and the other was just one very nervous photographer who didnt take a single picture?”

Giuliani won the election anyway, kicking off a mayoral administration known, primarily, for two things: being extraordinarily tough on crime and overseeing New Yorks recovery from 9/11. At one point, Oliver noted, Giuliani moved out of the mayors residence amid accusations that hed had an affair—which Giuliani addressed in a press conference, where he also revealed his intention to separate from his wife before he had actually told that to his wife.

“Wow!” Oliver said. “That is just about the most humiliating way possible to end a marriage—other than announcing publicly, Whoopsie, I boned my cousin.”

The events following 9/11, however, largely erased the public memory of those odd incidents—leaving a sterling reputation, sealed with a Time “Person of the Year” cover. In 2007, however, Giulianis disastrous presidential campaign reset the dial again—transforming the former mayor from a respected figure into one who took gigs including narrating AMCs “Mob Week.”

“That is a steep fall!” Oliver said. “Just 10 years after being named Time Person of the Year, Giuliani was doing V.J. work for a cable networks edited-for-television presentation of Scarface. Just think about how crazy that is. That would be like if in 10 years from now, Bravo announced a Fuckboys of the 90s marathon, hosted by Malala Yousafzai.”

From there, Giulianis trajectory was one many of us likely remember: after floating around as a cable-news pundit for years, he caught another big break when Trump named him cyber-security adviser for reasons largely unknown. As Oliver put it, “If you watch Giuliani for even 10 seconds, you do really get the sense that he tries to check his e-mail by opening a Word doc and typing, Hi Google, check e-mail, thanks, Rudy.” Oliver thinks Giuliani likely landed the title thanks to his willingness to relentlessly bash Hillary Clinton, stoking conspiracy theories about the ex-presidential candidate across cable-news networks. Giuliani was, for instance, one of the voices who pushed the narrative that Clinton was secretly ill during the campaign.

Which brings us to Olivers stunt for the week. If you visit hillaryclintonillness.com, you might notice that it redirects to something curious: an animation of two ferrets having sex. Why? Its a little tribute to a time when Giuliani, as mayor, got into perhaps the most perplexing fight of all time—with a ferrets-rights activist. For an animation of two ferrets who are cousins and not fornicating—which Oliver guesses will also bug Giuliani—check out giuliani-security.com. And finally, if you want to see a dancing ferret flipping the bird, try giuliani2024.com—because as Oliver put it, “At the rate were going, he is so fatally flawed as a human being that hes probably going to end up president.”

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